Trail of Bits

Computer Software

SeniorSecurityEngineer,AgenticAI

$7500–12000k ~AI est. Remote FULL TIME Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Senior candidates.

The Brief

“Senior Security Engineer, Agentic AI at Trail of Bits. Skills: Agentic AI Security, Prompt Injection, Application Security, Threat Modeling. Discover novel vulnerabilities. Exploit novel vulnerabilities”

Industry & Context.

Computer Software
Problems you'll solve

Adversarial mindset; Troubleshooting

What They're Looking For.

Must Have

5+ years Python, 5+ years Go, 5+ years Rust, 5+ years Kotlin, 5+ years Swift, 5+ years Objective-C, 5+ years JavaScript/TypeScript, 5+ years Ruby, 5+ years C, 5+ years C++, Demonstrated ability to identify and mitigate AI-specific vulnerabilities, Hands-on experience with prompt injection attacks and defenses, Deep understanding of AI/ML architectures, Deep understanding of AI/ML frameworks, Deep understanding of MLOps practices, Robust security engineering expertise, Track record of conducting technical security assessments, Experience implementing effective security measures, Practical experience designing and executing prompt injection workflows, Familiarity with emerging prompt injection taxonomies, Familiarity with emerging prompt injection mitigation approaches, Creative and adversarial mindset, Ability to effectively communicate complex security concepts, Ability to deliver clear, actionable recommendations

Nice to Have

Experience with PyTorch, Experience with JAX, Experience with LangChain, Experience with RAG systems, Experience with Kubernetes, Experience with container orchestration platforms

What You'll Do.

Discover novel vulnerabilities

Exploit novel vulnerabilities

Develop prompt injection attacks

Test agent orchestration weaknesses

Identify LLM tool use failure modes

Identify training data pipeline failure modes

Identify guardrail mechanism failure modes

Identify and analyze novel attack vectors

Focus on real-world failure modes

Focus on system integration issues

Focus on unauthorized access vectors

Apply application security expertise

Apply adversarial thinking

Develop threat models

Contribute to risk frameworks

Deliver specialized training

Conduct assessments of agentic AI pipelines

Conduct assessments of agentic AI tools

Conduct assessments of agentic AI frameworks

Examine vulnerabilities in model architectures

Examine vulnerabilities in guardrails

Examine vulnerabilities in deployment infrastructure

Develop mitigation strategies

Develop prompt injection techniques

Target agentic workflows

Develop indirect injection techniques

Develop multi-turn manipulation techniques

Develop cross-agent exploitation techniques

Produce actionable attack libraries

Produce defensive countermeasures

Conduct security assessments of code bases

Identify vulnerabilities

Conduct threat modeling

Conduct risk assessments

Develop mitigation strategies

Review system architecture

Assure products through system analysis

Assure products through system modeling

Develop AI regulatory frameworks

Establish assurance methods

Establish auditing processes

Ensure alignment with industry standards

Ensure alignment with safety requirements

How You'll Work.

Team & Collaboration

Leading industry teams

Communication Scope

Communicate complex concepts; Deliver actionable recommendations

Full Job Description

### Who We Are Founded in 2012 by 3 expert hackers with no investment capital, Trail of Bits is the premier place for security experts to boldly advance security and address technology’s newest and most challenging risks. It has helped secure some of the world's most targeted organizations and devices. Our combination of novel research with practical solutions reduces the security risks that our clients face from emerging technologies. Our work helps drive the security industry and the public understanding of the technology underlying our world. Cybersecurity preparedness is a moving target. Companies like ours are the tip of the spear in the fight against attackers. Our research-based and custom-engineering approach ensures that our client’s capabilities are at the forefront of what’s available. For companies and technologies that live and die by their security, a proactive, tailored approach is required to keep one step ahead of attackers. Democratizing security information is essential. As part of our business, we provide ongoing informational support through blogs, whitepapers, newsletters, meetups, and open-source tools. The more the community understands security, the more they’ll understand why a company like ours is so unique and valuable. ### Role Trail of Bits seeks a Senior Security Engineer specializing in Agentic AI Security for our Software Assurance team. You will discover and exploit novel vulnerabilities in agentic AI systems — finding the breaks before your clients do. You'll develop sophisticated prompt injection attacks, test agent orchestration weaknesses, and identify real-world failure modes in LLM tool use, training data pipelines, and guardrail mechanisms. You will identify and analyze novel attack vectors specific to AI and agentic environments, focusing on real-world failure modes, system integration issues, and unauthorized access vectors. This role allows you to apply application security expertise and adversarial thinking to the latest

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